Triethyl phosphite → HCID 71059611, compound

HRID 1425598Notes

Reaction equation

HRID 1425598 reaction equation
P(OCC)(OCC)OCC.[CH2:11]([O:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[N+:31]([O-])=O)=[N:23][CH:24]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH2:11]([O:18][C:19]1[CH:24]=[N:23][C:22]2[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[NH:31][C:21]=2[CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 71059520HCID 71059520, compound

Product 1

HCID 71059611HCID 71059611, compoundYield 33.5%

Procedure

Triethyl phosphite (3 ml, 17.15 mmol) and 5-(benzyloxy)-2-(2-nitrophenyl)pyridine (0.3 g, 0.979 mmol) were heated to 125° C. for 4 hours. Let the reaction cool to room temperature. Concentrated and purified with Combiflash column using ethyl acetate followed by 15% methanol in DCM to afford 3-(benzyloxy)-5H-pyrido[3,2-b]indole (0.09 g, 0.328 mmol, 33.5% yield).

Workup

  1. concentrationConcentrated
  2. custompurified with Combiflash column

Sources & evidence

ORD record
ord-ab52351d8f5c44ec8589fcb2655728da
Source dataset
uspto-grants-2015_01
Patent number
US08932557B2

Reaction notes

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